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Playing Hot Potato with a Pineapple 

Desperately trying to ditch an object that harms its holder.
In the Ready Player One movie, the High Five were passing along Chucky the Living doll in hopes of not getting stabbed. They were Playing Hot Potato with a Pineapple. ...get it? Li-like a grenade?

The struggling pineapple

When you get a chick in the doggy style postion and jam a pineapple in her, then step back and watch them struggle to get it out. Its good to do while having a quiet beer with mates.
Roxanne was being a cunt during sex so i gave her the struggling pineapple. that will will teach the mutt for calling me by my first name
The struggling pineapple by F-Bang September 2, 2009

diced pineapple 

You should eat diced pineapples to make your pussy taste better.
eat some diced pineapples baby, yo punjabi taste like old filet o fish
diced pineapple by Sexay mama August 30, 2013

The Pineapple Incident 

an insanely hilarious episode of the TV show how i met your mother in which Ted does 5 shots, gets super drunk and cant remember how he got home with a girl and a pineapple in his bed.
The Pineapple Incident is the funniest episode of How I Met Your Mother!

upside down pineapple cake blow job 

Fellacio performed when one partner lays upside down , on their back with head hanging over the edge of the bed. The other partner inserts his member into the mouth and wha la
upside down pineapple cake blow job begins. Frequently performed in West Kildonan.
I got so ripped at the Legion last week I convinced Hellen
to give me an upside down pineapple cake blow job. It was sweet....

Gay Pineapple

The act of sticking one's penis into sand, then continuing to pound your male partner's anus.
Bro, I just got done taking a gay pineapple. I'm still bleeding and I swear I'm gonna be taking the Hawaiian Warriors to the super bowl, if you catch my drift.
Gay Pineapple by ivel55 November 13, 2011